Electrochemical meta-C-H sulfonylation of pyridines with nucleophilic sulfinates
Considering the indispensable significance and utilities of meta-substituted pyridines in medicinal, chemical as well as materials science, a direct meta-selective C-H functionalization of pyridines is of paramount importance, but such reactions remain limited and highly challenging. In general, est...
Gespeichert in:
| Hauptverfasser: | , , , , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2024
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| In: |
Nature Communications
Year: 2024, Jahrgang: 15, Pages: 1-8 |
| ISSN: | 2041-1723 |
| DOI: | 10.1038/s41467-024-50644-y |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1038/s41467-024-50644-y Verlag, kostenfrei, Volltext: https://www.nature.com/articles/s41467-024-50644-y 
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| Verfasserangaben: | Shi Qin, Mingkai Yang, Mingyao Xu, Zhi-Huan Peng, Jiating Cai, Shengdong Wang, Hui Gao, Zhi Zhou, A. Stephen K. Hashmi, Wei Yi & Zhongyi Zeng |
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| 245 | 1 | 0 | |a Electrochemical meta-C-H sulfonylation of pyridines with nucleophilic sulfinates |c Shi Qin, Mingkai Yang, Mingyao Xu, Zhi-Huan Peng, Jiating Cai, Shengdong Wang, Hui Gao, Zhi Zhou, A. Stephen K. Hashmi, Wei Yi & Zhongyi Zeng |
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| 520 | |a Considering the indispensable significance and utilities of meta-substituted pyridines in medicinal, chemical as well as materials science, a direct meta-selective C-H functionalization of pyridines is of paramount importance, but such reactions remain limited and highly challenging. In general, established methods for meta C-H functionalization of pyridines rely on the utilization of tailored electrophilic reagents to realize the intrinsic polarity match. Herein, we report a complementary electrochemical methodology; diverse nucleophilic sulfinates allow meta-sulfonylation of pyridines through a redox-neutral dearomatization-rearomatization strategy by a tandem dearomative cycloaddition/hydrogen-evolution electrooxidative C-H sulfonation of the resulting oxazino-pyridines/acid-promoted rearomatization sequence. Besides, several salient features, including exclusive regiocontrol, remarkable substrate/functional group compatibility, scale-up potential, and facile late-stage modification, have been demonstrated, which further contributes to the practicality and adaptability of this approach. | ||
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| 650 | 4 | |a Electrocatalysis | |
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| 700 | 1 | |a Xu, Mingyao |e VerfasserIn |4 aut | |
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